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Erschienen in: Colloid and Polymer Science 7/2014

01.07.2014 | Original Contribution

Detecting the micellization of anionic surfactants by a colorimetric and fluorescent probe based on electrostatic attraction

verfasst von: Yingyuan Zhao, Xiyou Li

Erschienen in: Colloid and Polymer Science | Ausgabe 7/2014

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Abstract

A novel fluorescent probe labeled with cation, N-n-alkyl-4-(1-methylpiperazine)-1,8-naphthalimide iodide ([C8ndi]I), has been applied as a colorimetric and fluorometric probe for detecting the micellization of anionic surfactants. The critical micellization concentration (cmc) of anionic surfactants can be conveniently determined by the change on absorption and fluorescence spectra of [C8ndi]I. The probe displays highly sensitive and selective spectroscopic responses accompanied with distinctive color change (from colorless to light green). These methods are proved to be reliable as the results are in accordance with those of the standard methods. Besides the advantage of visual detection, the multiple spectroscopic methods (absorption and fluorescence) by using [C8ndi]I as probe are also simple and convenient. One can choose any spectroscopic parameter, such as position or intensity of the absorption and emission peaks, to monitor the micelle formation process of anionic surfactants.

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Literatur
1.
Zurück zum Zitat Nikhil R, Jana LG, Catherine JM (2001) Wet chemical synthesis of high aspect ratio cylindrical gold nanorods. J Phys Chem B 105:4065–4067 Nikhil R, Jana LG, Catherine JM (2001) Wet chemical synthesis of high aspect ratio cylindrical gold nanorods. J Phys Chem B 105:4065–4067
2.
Zurück zum Zitat Wang X, Zhuang J, Peng Q, Li YD (2005) A general strategy for nanocrystal synthesis. Nature 437:121–124CrossRef Wang X, Zhuang J, Peng Q, Li YD (2005) A general strategy for nanocrystal synthesis. Nature 437:121–124CrossRef
3.
Zurück zum Zitat Bhat PA, Rather GM, Dar AA (2009) Effect of surfactant mixing on partitioning of model hydrophobic drug, naproxen, between aqueous and micellar phases. J Phys Chem B 113:997–1006CrossRef Bhat PA, Rather GM, Dar AA (2009) Effect of surfactant mixing on partitioning of model hydrophobic drug, naproxen, between aqueous and micellar phases. J Phys Chem B 113:997–1006CrossRef
4.
Zurück zum Zitat Germain ME, Knapp MJ (2008) Discrimination of nitroaromatics and explosives mimics by a fluorescent Zn(salicylaldimine) sensor array. J Am Chem Soc 130:5422–5423CrossRef Germain ME, Knapp MJ (2008) Discrimination of nitroaromatics and explosives mimics by a fluorescent Zn(salicylaldimine) sensor array. J Am Chem Soc 130:5422–5423CrossRef
5.
Zurück zum Zitat Srikun D, Miller EW, Domaille DW, Chang CJ (2008) An ICT-based approach to ratiometric fluorescence imaging of hydrogen peroxide produced in living cells. J Am Chem Soc 130:4596–4597CrossRef Srikun D, Miller EW, Domaille DW, Chang CJ (2008) An ICT-based approach to ratiometric fluorescence imaging of hydrogen peroxide produced in living cells. J Am Chem Soc 130:4596–4597CrossRef
6.
Zurück zum Zitat Neelakandan PP, Hariharan M, Ramaiah D (2006) A supramolecular ON-OFF-ON fluorescence assay for selective recognition of GTP. J Am Chem Soc 128:11334–11335CrossRef Neelakandan PP, Hariharan M, Ramaiah D (2006) A supramolecular ON-OFF-ON fluorescence assay for selective recognition of GTP. J Am Chem Soc 128:11334–11335CrossRef
7.
Zurück zum Zitat Zhang X, Woggon WD (2005) From the first fluorescent sensor of pyrovanadate to the functional model of vanadium haloperoxidase. J Am Chem Soc 127:14138–14139CrossRef Zhang X, Woggon WD (2005) From the first fluorescent sensor of pyrovanadate to the functional model of vanadium haloperoxidase. J Am Chem Soc 127:14138–14139CrossRef
8.
Zurück zum Zitat Yoshihara T, Druzhinin SI, Zachariasse KA (2004) Fast intramolecular charge transfer with a planar rigidized electron donor/acceptor molecule. J Am Chem Soc 126:8535–8539CrossRef Yoshihara T, Druzhinin SI, Zachariasse KA (2004) Fast intramolecular charge transfer with a planar rigidized electron donor/acceptor molecule. J Am Chem Soc 126:8535–8539CrossRef
9.
Zurück zum Zitat Seo J, Kim S, Park SY (2004) Strong solvatochromic fluorescence from the intramolecular charge-transfer state created by excited-state intramolecular proton transfer. J Am Chem Soc 126:11154–11155CrossRef Seo J, Kim S, Park SY (2004) Strong solvatochromic fluorescence from the intramolecular charge-transfer state created by excited-state intramolecular proton transfer. J Am Chem Soc 126:11154–11155CrossRef
10.
Zurück zum Zitat Vázquez M, Fabbrizzi L, Taglietti A, Pedrido RM, González-Noya AM, Bermejo MR (2004) A colorimetric approach to anion sensing: a selective chemosensor of fluoride ions, in which color is generated by anion-enhanced π delocalization. Angew Chem 116:1996–1999CrossRef Vázquez M, Fabbrizzi L, Taglietti A, Pedrido RM, González-Noya AM, Bermejo MR (2004) A colorimetric approach to anion sensing: a selective chemosensor of fluoride ions, in which color is generated by anion-enhanced π delocalization. Angew Chem 116:1996–1999CrossRef
11.
Zurück zum Zitat Kobiro K, Inoue Y (2003) A new chiral probe for sulfate anion: UV, CD, fluorescence, and NMR spectral studies of 1:1 and 2:1 complex formation and structure of chiral guanidinium-p-dimethylaminobenzoate conjugate with sulfate anion. J Am Chem Soc 125:421–427CrossRef Kobiro K, Inoue Y (2003) A new chiral probe for sulfate anion: UV, CD, fluorescence, and NMR spectral studies of 1:1 and 2:1 complex formation and structure of chiral guanidinium-p-dimethylaminobenzoate conjugate with sulfate anion. J Am Chem Soc 125:421–427CrossRef
12.
Zurück zum Zitat Silva AP, McClenaghan ND (2000) Proof-of-principle of molecular-scale arithmetic. J Am Chem Soc 122:3965–3966CrossRef Silva AP, McClenaghan ND (2000) Proof-of-principle of molecular-scale arithmetic. J Am Chem Soc 122:3965–3966CrossRef
13.
Zurück zum Zitat Kriwanek J, Miller R (1995) UV/vis spectroscopic investigations of micellisation of homologous N-alkyl betaines using the dye indicator ET(30). Colloids Surf A Physicochem Eng Asp 105:233–242CrossRef Kriwanek J, Miller R (1995) UV/vis spectroscopic investigations of micellisation of homologous N-alkyl betaines using the dye indicator ET(30). Colloids Surf A Physicochem Eng Asp 105:233–242CrossRef
14.
Zurück zum Zitat Novaki LP, Seoud OAE (2000) Microscopic polarities of interfacial regions of aqueous cationic micelles: effects of structures of the solvatochromic probe and the surfactant. Langmuir 16:35–41CrossRef Novaki LP, Seoud OAE (2000) Microscopic polarities of interfacial regions of aqueous cationic micelles: effects of structures of the solvatochromic probe and the surfactant. Langmuir 16:35–41CrossRef
15.
Zurück zum Zitat Tada EB, Novaki LP, Seoud OAE (2001) Solvatochromism in cationic micellar solutions: effects of the molecular structures of the solvatochromic probe and the surfactant headgroup. Langmuir 17:652–658CrossRef Tada EB, Novaki LP, Seoud OAE (2001) Solvatochromism in cationic micellar solutions: effects of the molecular structures of the solvatochromic probe and the surfactant headgroup. Langmuir 17:652–658CrossRef
16.
Zurück zum Zitat Gao LN, Song Q, Huang X, Huang JB (2008) A new surfactant-fluorescence probe for detecting shape transitions in self-assembled systems. J Colloid Interface Sci 323:420–425CrossRef Gao LN, Song Q, Huang X, Huang JB (2008) A new surfactant-fluorescence probe for detecting shape transitions in self-assembled systems. J Colloid Interface Sci 323:420–425CrossRef
17.
Zurück zum Zitat Gao LN, Zhao L, Huang X, Xu BC, Yan Y, Huang JB (2011) A surfactant type fluorescence probe for detecting micellar growth. J Colloid Interface Sci 354:256–260CrossRef Gao LN, Zhao L, Huang X, Xu BC, Yan Y, Huang JB (2011) A surfactant type fluorescence probe for detecting micellar growth. J Colloid Interface Sci 354:256–260CrossRef
18.
Zurück zum Zitat Qian JH, Qian XH, Xu YF (2009) Selective and sensitive chromo- and fluorogenic dual detection of anionic surfactants in water based on a pair of “on-off-on” fluorescent sensors. Chem Eur J 15:319–323CrossRef Qian JH, Qian XH, Xu YF (2009) Selective and sensitive chromo- and fluorogenic dual detection of anionic surfactants in water based on a pair of “on-off-on” fluorescent sensors. Chem Eur J 15:319–323CrossRef
19.
Zurück zum Zitat Xu ZC, Baek KH, Kim HN, Cui JN, Qian XH, Spring DR, Yoon ISJ (2010) Zn2+-triggered amide tautomerization produces a highly Zn2+-selective, cell-permeable, and ratiometric fluorescent sensor. J Am Chem Soc 132:601–610CrossRef Xu ZC, Baek KH, Kim HN, Cui JN, Qian XH, Spring DR, Yoon ISJ (2010) Zn2+-triggered amide tautomerization produces a highly Zn2+-selective, cell-permeable, and ratiometric fluorescent sensor. J Am Chem Soc 132:601–610CrossRef
20.
Zurück zum Zitat Lee MH, Han JH, Kwon PS, Bhuniya S, Kim JY, Sessler JL, Kang C, Kim JS (2012) Hepatocyte-targeting single galactose-appended naphthalimide: a tool for intracellular thiol imaging in vivo. J Am Chem Soc 134:1316–1322CrossRef Lee MH, Han JH, Kwon PS, Bhuniya S, Kim JY, Sessler JL, Kang C, Kim JS (2012) Hepatocyte-targeting single galactose-appended naphthalimide: a tool for intracellular thiol imaging in vivo. J Am Chem Soc 134:1316–1322CrossRef
21.
Zurück zum Zitat Veale EB, Frimannsson DO, Lawler M, Gunnlaugsson T (2009) 4-Amino-1,8-naphthalimide-based Tröger’s bases as high affinity DNA targeting fluorescent supramolecular scaffolds. Org Lett 11:4040–4043CrossRef Veale EB, Frimannsson DO, Lawler M, Gunnlaugsson T (2009) 4-Amino-1,8-naphthalimide-based Tröger’s bases as high affinity DNA targeting fluorescent supramolecular scaffolds. Org Lett 11:4040–4043CrossRef
22.
Zurück zum Zitat Xu ZC, Qian XH, Cui JN (2005) Colorimetric and ratiometric fluorescent chemosensor with a large red-shift in emission: Cu(II)-only sensing by deprotonation of secondary amines as receptor conjugated to naphthalimide fluorophore. Org Lett 7:3029–3032CrossRef Xu ZC, Qian XH, Cui JN (2005) Colorimetric and ratiometric fluorescent chemosensor with a large red-shift in emission: Cu(II)-only sensing by deprotonation of secondary amines as receptor conjugated to naphthalimide fluorophore. Org Lett 7:3029–3032CrossRef
23.
Zurück zum Zitat Veale EB, Gunnlaugsson T (2008) Bidirectional photoinduced electron-transfer quenching is observed in 4-amino-1,8-naphthalimide-based fluorescent anion sensors. J Org Chem 73:8073–8076CrossRef Veale EB, Gunnlaugsson T (2008) Bidirectional photoinduced electron-transfer quenching is observed in 4-amino-1,8-naphthalimide-based fluorescent anion sensors. J Org Chem 73:8073–8076CrossRef
24.
Zurück zum Zitat Qian X, Xiao Y, Xu Y, Guo X, Qian J, Zhu W (2010) “Alive” dyes as fluorescent sensors: fluorophore, mechanism, receptor and images in living cells. Chem Commun 46:6418–6436CrossRef Qian X, Xiao Y, Xu Y, Guo X, Qian J, Zhu W (2010) “Alive” dyes as fluorescent sensors: fluorophore, mechanism, receptor and images in living cells. Chem Commun 46:6418–6436CrossRef
25.
Zurück zum Zitat Gomez DE, Fabbrizzi L, Licchelli M (2005) Why, on interaction of urea-based receptors with fluoride, beautiful colors develop. J Org Chem 70:5717–5720CrossRef Gomez DE, Fabbrizzi L, Licchelli M (2005) Why, on interaction of urea-based receptors with fluoride, beautiful colors develop. J Org Chem 70:5717–5720CrossRef
26.
Zurück zum Zitat Pais VF, Remon P, Collado D (2011) OFF-ON-OFF fluorescence switch with T-latch function. Org Lett 13:5572–5575CrossRef Pais VF, Remon P, Collado D (2011) OFF-ON-OFF fluorescence switch with T-latch function. Org Lett 13:5572–5575CrossRef
27.
Zurück zum Zitat Ahmadi MF, Rusling JF (1995) Fluorescence studies of solute microenvironment in composite clay-surfactant films. Langmuir 11:94–100CrossRef Ahmadi MF, Rusling JF (1995) Fluorescence studies of solute microenvironment in composite clay-surfactant films. Langmuir 11:94–100CrossRef
28.
Zurück zum Zitat Karukstis KK, McDonough JR (2005) Characterization of the aggregates of N-alkyl-N-methylpyrrolidinium bromide surfactants in aqueous solution. Langmuir 21:5716–5721CrossRef Karukstis KK, McDonough JR (2005) Characterization of the aggregates of N-alkyl-N-methylpyrrolidinium bromide surfactants in aqueous solution. Langmuir 21:5716–5721CrossRef
30.
Zurück zum Zitat Harris DC (2003) Quangtitative chemical analysis, W. H. Freeman 6ed. Harris DC (2003) Quangtitative chemical analysis, W. H. Freeman 6ed.
31.
Zurück zum Zitat Siddiqui MSU, Stanley RJ (2005) A cryogenic optical waveguide spectrometer for the measurement of low-temperature absorption spectra of dilute biological samples. Anal Biochem 337:121–129CrossRef Siddiqui MSU, Stanley RJ (2005) A cryogenic optical waveguide spectrometer for the measurement of low-temperature absorption spectra of dilute biological samples. Anal Biochem 337:121–129CrossRef
32.
Zurück zum Zitat Guldi DM, Hungerbühler H, Asmus KD (1999) Inhibition of cluster phenomena in truly water soluble fullerene derivatives: biomolecular electron and energy transfer processes. J Phys Chem B 103:1444–1453CrossRef Guldi DM, Hungerbühler H, Asmus KD (1999) Inhibition of cluster phenomena in truly water soluble fullerene derivatives: biomolecular electron and energy transfer processes. J Phys Chem B 103:1444–1453CrossRef
33.
Zurück zum Zitat Wang YF, Chen YL, Li RJ, Wang Q, Su W, Ma P, Wasielewski MR, Li XY, Jiang JZ (2007) Amphiphilic perylenetretracarboxyl diimide dimer and its application in field effect transistor. Langmuir 23:5836–5842CrossRef Wang YF, Chen YL, Li RJ, Wang Q, Su W, Ma P, Wasielewski MR, Li XY, Jiang JZ (2007) Amphiphilic perylenetretracarboxyl diimide dimer and its application in field effect transistor. Langmuir 23:5836–5842CrossRef
34.
Zurück zum Zitat Hansen JS, Vararattanavech A, Plasencia I, Greisen PJ, Bomholt J, Torres J, Emnéus J, Hélix-Nielsen C (2011) Interaction between sodium dodecyl sulfate and membrane reconstituted aquaporins: a comparative study of spinach SoPIP2;1 and E. coli AqpZ. Biochim Biophys Acta 1808:2600–2607CrossRef Hansen JS, Vararattanavech A, Plasencia I, Greisen PJ, Bomholt J, Torres J, Emnéus J, Hélix-Nielsen C (2011) Interaction between sodium dodecyl sulfate and membrane reconstituted aquaporins: a comparative study of spinach SoPIP2;1 and E. coli AqpZ. Biochim Biophys Acta 1808:2600–2607CrossRef
35.
Zurück zum Zitat Tamoto Y, Segawa H, Shirota H (2005) Solvation dynamics in aqueous anionic and cationic micelle solutions: sodium alkyl sulfate and alkyltrimethylammonium bromide. Langmuir 21:3757–3764CrossRef Tamoto Y, Segawa H, Shirota H (2005) Solvation dynamics in aqueous anionic and cationic micelle solutions: sodium alkyl sulfate and alkyltrimethylammonium bromide. Langmuir 21:3757–3764CrossRef
36.
Zurück zum Zitat Reichardt C (2003) Solvents and solvent effects in organic chemistry, 3rd edn. Wiley-VCH, Verlag GmbH & Co. kGaA, Weinheim, p 330 Reichardt C (2003) Solvents and solvent effects in organic chemistry, 3rd edn. Wiley-VCH, Verlag GmbH & Co. kGaA, Weinheim, p 330
37.
Zurück zum Zitat Kumar S, Singh P, Mahajan A, Kumar S (2013) Aggregation induced emission enhancement in ionic self-assembled aggregates of benzimidazolium based cyclophane and sodium dodecylbenzenesulfonate. Org Lett 15:3400–3403CrossRef Kumar S, Singh P, Mahajan A, Kumar S (2013) Aggregation induced emission enhancement in ionic self-assembled aggregates of benzimidazolium based cyclophane and sodium dodecylbenzenesulfonate. Org Lett 15:3400–3403CrossRef
38.
Zurück zum Zitat Klevens HB (1953) Structure and aggregation in dilute solution of surface active agent. J Am Oil Chem Soc 30:74–80CrossRef Klevens HB (1953) Structure and aggregation in dilute solution of surface active agent. J Am Oil Chem Soc 30:74–80CrossRef
39.
Zurück zum Zitat Bujake JE, Goddard ED (1965) Surface composition of sodium lauryl sulphonate and sulphate solutions by foaming and surface tension. Trans Faraday Soc 61:190–195CrossRef Bujake JE, Goddard ED (1965) Surface composition of sodium lauryl sulphonate and sulphate solutions by foaming and surface tension. Trans Faraday Soc 61:190–195CrossRef
40.
Zurück zum Zitat Turro NJ, Kuo PL (1987) Novel excimer forination of pyrene in micelles of a crown ether surfactant. J Phys Chem 91:3321–3325CrossRef Turro NJ, Kuo PL (1987) Novel excimer forination of pyrene in micelles of a crown ether surfactant. J Phys Chem 91:3321–3325CrossRef
41.
Zurück zum Zitat Honda C, Itagaki M, Takeda R, Endo K (2002) Solubilization of pyrene in CnE7 micelles. Langmuir 18:1999–2003CrossRef Honda C, Itagaki M, Takeda R, Endo K (2002) Solubilization of pyrene in CnE7 micelles. Langmuir 18:1999–2003CrossRef
42.
Zurück zum Zitat Yan H, Cui P, Liu CB, Yuan SL (2012) Molecular dynamics simulation of pyrene solubilized in a sodium dodecyl sulfate micelle. Langmuir 28:4931–4938CrossRef Yan H, Cui P, Liu CB, Yuan SL (2012) Molecular dynamics simulation of pyrene solubilized in a sodium dodecyl sulfate micelle. Langmuir 28:4931–4938CrossRef
Metadaten
Titel
Detecting the micellization of anionic surfactants by a colorimetric and fluorescent probe based on electrostatic attraction
verfasst von
Yingyuan Zhao
Xiyou Li
Publikationsdatum
01.07.2014
Verlag
Springer Berlin Heidelberg
Erschienen in
Colloid and Polymer Science / Ausgabe 7/2014
Print ISSN: 0303-402X
Elektronische ISSN: 1435-1536
DOI
https://doi.org/10.1007/s00396-014-3209-9

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